HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 1-[4-(1-Carboxy-1-(3,4-methylenedioxyphenyl)methoxy)-3-chloro-5-propylphenylmethyl]-2-benzimidazolinone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 1-[4-(1-Carbomethoxy-1-(3,4-methylenedioxyphenyl)methoxy)-3-chloro-5-propylphenylmethyl]-3-carboethoxy-2-benzimidazolinone | HCID 20089197 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 1-[4-(1-Carboxy-1-(3,4-methylenedioxyphenyl)methoxy)-3-chloro-5-propylphenylmethyl]-2-benzimidazolinone | HCID 15231782 | 51.2% |
Reaction Steps
To a solution of 0.088 g (0.15 mmol) of the product of step F in 4 mL of methanol was added 250 μL of a 5.0 N solution of sodium hydroxide and the reaction was stirred at room temperature for 2 hours. The reaction mixture was then adjusted to pH=6 with dropwise addition of 2 N hydrochloric acid, and then concentrated in vacuo. The residue was redissolved in methanol, filtered, and evaporated. The mixture was then purified on a silica gel flash chromatography column eluted with CHCl3 -MeOH-NH4OH (80:15:1). Evaporation of the purified fractions and drying in vacuo afforded 0.038 g (51%) of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05391566 |
| Source dataset | uspto-grants-1995_02 |
| ORD ID | ord-cb54b3f108d347eea97ddc12672a54fc |
| Source note | uspto-grants-1995_02 |